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Villa San Michele, San Sano - Gaiole in Chianti - Siena

4 bedrooms 3 bathrooms 8 people Private Pool 4,5 - Excellent - Excellent 4,5

The property was originally home to the local landowner, and there have been various dwellings on this site since the eleventh century. In the twelfth century the ruling landlords of the whole location, the Mazzalombardi family, fell out of favour with Frederico 1st who confiscated their property and gave it to the Ricasoli family who also owned the Castello di Brolio near Gaiole in Chianti, which is well worth a visit. Nowadays things are much quieter, and the Villa San Michele is a great place to stay, ideal for large family groups, looking for space, in a good location for visiting the local historical sights.

The large swimming pool is located down a short flight of steps from the villa surrounded by mature trees and shrubs. The paved area around the pool has large planted terracotta urns, a shower and plenty of sun loungers. Due to the elevated position of the property the pool has panoramic views over the Tuscan hills and countryside.


Villa San Michele is a large villa set in its own private grounds near to the villages of Lecchi in Chianti and San Sano. Both villages have grocery stores and San Sano has a well known restaurant 'La Grotta della rana'. It is possible to walk to both the villages and the restaurant is approximately 1km from the villa. The larger town of Gaiole in Chianti 8km away has a supermarket, bank, post office, pharmacy and restaurants.

Outside the mature well stocked gardens wrap around the house. There is a covered loggia next to the external stairs which has table and chairs for dining ‘al fresco’.

A flight of stone steps lead up to the front entrance, which opens directly into a large stately hall with high beamed ceilings and tiled floor.

An enormous inglenook style fireplace dominates the room, and there are windows at both ends, and a large wooden dining table and chairs. All the main living accommodation is on the first floor leading off from the main hall.

To the right near the fireplace is the kitchen, which is fully furnished with electric oven, separate electric hobs, a microwave oven, double sink and large free standing fridge/freezer. There is plenty of storage space and a large pantry.

Also to the right of the hall on the opposite side of the fireplace is a small lounge, comfortably furnished with sofas, TV and DVD player.

The first room on the left is bedroom one, this is a large room with high beamed ceilings and tiled floors. There is an ornate ironwork double bed with large matching wardrobe and chest of drawers. There is an ensuite shower room which bedroom two also has access to. The window overlooks the pool area and has views of the gardens and countryside.

Bedroom two is a very pretty room; again with beamed ceilings and tiled floors, it has twin wrought iron beds and painted furniture to match. There is access to an ensuite bathroom with shower, shared with bedroom one. This would be an ideal arrangement for a family with two children to stay in these two rooms.

Bedroom three is another large double room with beamed ceilings and tiled floors. There is an intricate wrought iron double bed, large wardrobe and matching furniture. There is no ensuite with this room, but directly opposite the doorway there is a small bathroom with shower. Please note that with bedrooms one, two and three, they all have two small steps up to each of the rooms

Bedroom four is on the right-hand side of the hallway and does not have any steps up to the entrance. This is a large airy room with tiled floors and beamed ceilings; it has a wooden sleigh bed (130x190) and matching furniture. There is also a private ensuite bathroom with shower.

Downstairs (accessed via the garden) there is a further lounge area which has unusual domed brickwork ceilings and is comfortably furnished with sofas, chairs and an open fireplace.

Two archways separate the lounge from another dining room which is smaller and more intimate than the grand entrance hall dining area.

Next to the lounge is a small study with writing desk, chair, sofa and bookcase. These three rooms are very cool in summer and provide a comfortable retreat during the heat of the day, whilst still being close to the gardens and pool area.

Approach road - 300mts of unpaved road
A well renowned restaurant 'La Grotta della rana' 1km from the villa.

Internet WI-FI Onsite - available in the villa for free. Please bring your own laptop.

A great villa for large family groups, or families travelling together.
Beautiful mature gardens with stunning views.

The villa owners have advised us that although they will accept children under seven years of age they would prefer not to because of the steep external entrance staircase and the unfenced pool area.


The swimming pool is at the rear of the property down a short flight of stone steps. The paved area surrounding the pool has planted pots and containers. There is a shower to one side and plenty of pool side loungers.

The swimming pool is a single ended roman bath shape with integral steps but no handrail. 
The pool measures 10 metres by 5 metres. The shallow end is 1.20 metres increasing to 1.80 metres at its deepest. It is open from the end of April to mid October, weather permitting.

Near to the swimming pool is another covered area with table and chairs and a portable gas barbecue. Being in an advantageous position the views from the villa and gardens over the surrounding countryside are fantastic.


Flexible dates
Washing Machine Inhouse
TV - Sat Astra Free View
No smoking
Decorative fireplace
DVD player (Euro)
Ironing board
Moka espresso maker
Furnished pergola
Furnished loggia
Furnished garden
Filter coffee maker
CD player
Mosquito screens in bedrooms
Pool towels provided
Private Chef- extra cost

Additional information

Arrival/Departure day: Saturday   Click here to request flexible dates

Terms and conditions: please read the booking contract

The Security Deposit is 0 Euro In lieu of Euro cash, upon arrival you will be required to sign a damage agreement which obliges you to pay any costs resulting from damage, loss or theft of property from the villa you have rented. Should you or your party cause any damage at the property contact us straight away so that we can help agree a reasonable settlement. Damage does not mean normal usage or wear and tear.

What time can we arrive? By what time must we vacate the property?
Check in is from 16:00 - 19:00.
Checkout by: 10:00

Is there Internet in the villa?
free WI-FI available

Weekly linen, tea and bathroom towels: included - provided by local supplier

Heating, if used: by week

Final clean:included - provided by local supplier

Tourist tax: 1,50 Euro per person, per night for the first 7 nights, some exemptions apply.

Baby cot: 1 available on request 10 Euro per item per week

High chair: 1 available on request 5 Euro per item per week

Concierge Service
If you would like suggestions and tips regarding different activities you can do during your stay please contact our concierge service at

What is a pre arrival shopping service?
In some villas, it is possible to have a Pre arrival shopping service. The availability of the service is noted in the villa description. To help you through the first day or two of your holiday, owners can do a small shop before your arrival so that you do not have to go immediately to find a supermarket. By contacting your To Tuscany villa specialist in advance and providing them with a shopping list you will find the items in your villa on arrival. Please note that the service cannot be guaranteed with less than 48 hours notice before arrival.​

Villa rates

2018 Prices per villa
Date range
7 night price
24 Mar - 02 Jun 2018
2835 US Dollar
02 Jun - 07 Jul 2018
3544 US Dollar
07 Jul - 25 Aug 2018
4725 US Dollar
25 Aug - 15 Sep 2018
3544 US Dollar
15 Sep - 10 Nov 2018
2835 US Dollar
10 Nov - 15 Dec 2018
2835 US Dollar
15 Dec - 29 Dec 2018
2835 US Dollar

What's the villa like inside?

Closed - no entry
Closed - no entry
Dining Room

Villa location

How far are the airports? Distances and driving time
  • Florence Airport: 92km - 1h 18m
  • Aeroporto Perugia: 122km - 1h 30m
  • Aeroporto Pisa: 152km - 1h 55m
How far are the nearest towns? Distances and driving time
  • Gaiole in Chianti: 7km - 0h 08m
  • Radda in Chianti: 10km - 0h 17m
  • San Gusme: 14km - 0h 20m

Guest reviews: Villa San Michele <div class='textCenter'>8,5/ 10</div>Score from 3 reviews - Excellent (3 Client reviews)

August 2017
Family with older children
FREJUS, France FREJUS, France
Guest villa score
Would you like to translate?
Nous avons passé d'excellentes vacances en famille.
La propriété est magnifique et correspond parfaitement à l'image traditionnelle et authentique que nous étions en droit d'attendre de ce type de maison.
Les jardins et la piscine avec la vue exceptionnelle sur les vallées et vignobles alentour sont très agréables pour se détendre après les journées de visite dans la région.
Local attractions Retaurant Unico à Sienne

Any duration

Duration (weeks)

Any size

Number of Guests

adults (ages 16 +)

children (ages 2 - 15)

infants (ages <2 yr)

7 nights from
2835 to 4725 US Dollar

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